반응 #2006416

반응 방정식

Sodium methoxide

4-carboxybenzaldehyde

acetophenone

→

43

수율 72.0%

4-(3-oxo-3-Phenylpropenyl)-benzoic Acid

수율 72.0%

용매

methanol

반응 조건

후처리

1. 1
   기타half of the volume of methanol was removed under reduced pressure
2. 2
   workup.ADDITIONThe mixture was poured into HCl 1M (50 mL) (until pH=2) and ethyl acetate
3. 3
   workup.ADDITIONwas added
4. 4
   추출The separated aqueous layer was extracted with ethyl acetate (3×30 mL)
5. 5
   건조dried (MgSO4 anh.)
6. 6
   여과filtered
7. 7
   기타evaporated
8. 8
   기타The residue was triturated with dichloromethane-hexanes (1:1)

실험 절차

Sodium methoxide (1.8 g, 33.3 mmol) was added to a stirred suspension of 4-carboxybenzaldehyde (2.5 g, 16.6 mmol) and acetophenone (2.0 g uL, 16.6 mmol) in methanol (50 mL) at room temperature. The mixture was stirred at room temperature for 16 hours, and half of the volume of methanol was removed under reduced pressure. The mixture was poured into HCl 1M (50 mL) (until pH=2) and ethyl acetate was added. The separated aqueous layer was extracted with ethyl acetate (3×30 mL) dried (MgSO4 anh.), filtered and evaporated. The residue was triturated with dichloromethane-hexanes (1:1) to afford 3 g of 43 (72% yield).

출처